Yes, probably (assuming wpa_supplicant supports it) , this is one of the areas where wpa_gui is going to work better than Pwireless2. If you need any help getting wpa_supplicant started, just let me know. Some of the more complicated network setups are probably going to require modifying the config file by hand.

Wpa_gui actually doesn't know anything about DHCP at all. My startup script starts the dhcpcd daemon, which should automatically detect when you've got a connection and grab an IP. But if you want options, like static ip, you'll still need to configure that by hand, unfortunately.

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